Khitam Dyab Contents Objectives Background Reaction and Mechanism Application and recent literature slide3 Slide4 Slide5 Slide6 + Slide7 Conclusion References Slide8 Slide9 To discover a new procedure for producing hydride which is Barton Mc-combie reaction. Knowing the reaction application and its recent literature. The Barton-McCombie deoxygenation is an organic reaction in which an hydroxy functional group in an organic compound is replaced by a hydride to give an alkyl group . It is named for the British chemists Sir Derek Harold Richard Barton (1918– 1998) and Stuart W. McCombie. This deoxygenation reaction is a radical substitution. In the related Barton decarboxylation the reactant is a carboxylic acid. The reaction mechanism consists of a catalytic radical initiation step and a propagation step. The alcohol (1) is first converted into a xanthate (2). The other reactant tributyltin hydride 3 is decomposed by AIBN 8 into a tributyltin radical 4. The tributyltin radical abstracts the xanthate group from 2 leaving an alkyl radical 5 and tributyltin xanthate (7). The sulfur tin bond in this compound is very stable and provides the driving force for this reaction. The alkyl radical in turn abstracts a hydrogen atom from a new molecule of tributyltin hydride generating the desired deoxygenated product (6) and a new radical species ready for propagation.. We have learned about Barton Mc-combie Reaction ,its radical mechanism and we know that its part of deoxygenation reaction in which hydride is produced. http://www.organic-chemistry.org/namedreactions/bartonmccombie-reaction.shtm 1. 2. 3. ^ Barton, D. H. R.; McCombie, S. W. (1975). "A new method for the deoxygenation of secondary alcohols". J. Chem. Soc., Perkin Trans. 1 16: 1574–1585. doi:10.1039/P19750001574. ^ Crich, D.; Quintero, L. (1989). "Radical chemistry associated with the thiocarbonyl group". Chem. Rev. 89: 1413–1432. doi:10.1021/cr00097a001. ^ Forbes, J. E.; Zard, S. Z. Tetrahedron Lett. 1989, 30, 4367.